Homogeneous and heterogeneous catalytic oxidations with peroxide reagents

Sheldon, Roger A.

doi:10.1007/3-540-56252-4_23

Cited by 162 publications

(27 citation statements)

References 33 publications

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“…If reaction (34), which is analogous to reaction (12), contributes to the mechanism, it does so also in the absence of hydrogen peroxide and would not influence the yield of any of the measured products.…”

Section: Or (11) Though Under the Experimental Conditions [H 2 O 2 ]mentioning

confidence: 98%

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Mechanism of the Reaction of Radicals with Peroxides and Dimethyl Sulfoxide in Aqueous Solution

Herscu-Kluska

Masarwa

Saphier³

et al. 2008

Chemistry A European J

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The reactions of methyl and methylperoxyl radicals derived from dimethyl sulfoxide (DMSO) with hydrogen peroxide, peroxymonocarbonate (HCO4 (-)), and persulfate were studied. The major reaction observed for the hydroperoxides was the abstraction of the hydrogen atom by the radicals. The radicals interact with a lone pair of electrons on the peroxide to produce methanol and formaldehyde. Furthermore, the results indicate that in RO2H and RO2R', electron-withdrawing groups cause a considerable increase in the reactivity of the peroxides towards the radicals and not only towards nucleophiles. The HO2 (.)/O2 (.-) and CO3 (.-) radicals react with DMSO to produce methyl radicals. Thus, the formation of the (.)CH3 radicals in the presence of DMSO is not proof of the formation of the (.)OH radicals in the system. These reactions must be considered when radical processes, such as in biological and catalytic systems, are studied. Especially, the plausible role of HCO4 (-) ions in biological systems as a source of oxidative stress cannot be overlooked.

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Section: Or (11) Though Under the Experimental Conditions [H 2 O 2 ]mentioning

confidence: 98%

“…The results may be relevant to radical-induced biological deleterious processes [31,32] and to the catalytic oxidation of various substrates by hydrogen peroxide in the presence of HCO 3 À ions. [33][34][35] Experimental Section…”

Section: Introductionmentioning

confidence: 99%

Mechanism of the Reaction of Radicals with Peroxides and Dimethyl Sulfoxide in Aqueous Solution

Herscu-Kluska

Masarwa

Saphier³

et al. 2008

Chemistry A European J

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“…Catalytic Oxygen Transfer; M = Metal, L = Ligand (Adapted from Sheldon, 1993) result primarily from the oxidant and poor selectivity to the desired product. These two points are discussed in detail below.…”

Section: Scheme 2 Wacker Oxidation Of Ethylene To Acetaldehydementioning

confidence: 99%

“…However, the use of hydroperoxides carries with it economic and environmental concerns. Hydrogen peroxide has been labeled "Mr. Clean" (Sheldon, 1993) and appears well suited to become the oxidant of choice as the chemical industry turns toward "green" processes. It is important to remember that the ultimate goal is the use of molecular oxygen at moderate temperatures in the liquid phase where overoxidation to carbon dioxide and water is eliminated.…”

Section: Scheme 2 Wacker Oxidation Of Ethylene To Acetaldehydementioning

confidence: 99%

Catalysis for Environmentally Benign Processing

Dartt¹,

Davis²

1994

Ind. Eng. Chem. Res.

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A short overview of the types of catalytic processes that have shown progress in creating clean technology and are likely through continued material improvements to lead to new environmentally benign processing is presented. Chemistries involving solid acidhase catalysis, clean oxidation catalysis, catalysis in water, and asymmetric catalysis are discussed. Suggested reactions and catalytic materials for future clean processing are enumerated and unifying concepts for implementing catalysis for environmentally benign technologies are outlined.

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“…Hydrogen peroxide by itself is only moderately reactive towards most organic substrates, and in some reactions with electrophiles it reacts as a nucleophile rather than an oxidant. [1][2][3][4][5][6] The most common oxidation catalysts contain a transition metal that activates hydrogen peroxide for the oxyfunctionalization of the organic substrate. The broad spectrum of applications of metal catalysts for hydrogen peroxide oxidation have been reviewed elsewhere e.g.…”

Section: Introductionmentioning

confidence: 99%

Synthetic utility of metal catalyzed hydrogen peroxide oxidation of C-H, C-C and C=C bonds in alkanes, arenes and alkenes: Recent advances

Wójtowicz‐Młochowska¹

2016

Arkivoc

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This review presents the current state of the art of homogenic and heterogenic oxygen transfer processes using hydrogen peroxide as oxygen source and compounds and complexes of tranisition metals, Fe, V, Cu, Mn, Rh, Mo, Ti, W, Pd, Os, Zr, Cr, Nb, Co, as the catalysts. Based on the reactions of C-H, C-C and C=C bonds in alkanes, arenes and alkenes various mechanisms of the oxygen-transfer processes are discussed and new methodologies for synthesis of alcohols, phenols, aldehydes, ketones, epoxides and carboxylic acids are indicated.

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Homogeneous and heterogeneous catalytic oxidations with peroxide reagents

Cited by 162 publications

References 33 publications

Mechanism of the Reaction of Radicals with Peroxides and Dimethyl Sulfoxide in Aqueous Solution

Mechanism of the Reaction of Radicals with Peroxides and Dimethyl Sulfoxide in Aqueous Solution

Catalysis for Environmentally Benign Processing

Synthetic utility of metal catalyzed hydrogen peroxide oxidation of C-H, C-C and C=C bonds in alkanes, arenes and alkenes: Recent advances

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